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Corymbulosins I-W, Cytotoxic Clerodane Diterpenes from the Bark of Laetia corymbulosa

  1. Author:
    Aimaiti, Simayijiang
    Suzuki, Airi
    Saito, Yohei
    Fukuyoshi, Shuichi
    Goto, Masuo
    Miyake, Katsunori
    Newman, Dave
    O'Keefe, Barry
    Lee, Kuo-Hsiung
    Nakagawa-Goto, Kyoko

  2. Author Address

    Kanazawa Univ, Coll Med Pharmaceut & Hlth Sci, Sch Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan.Univ North Carolina Chapel Hill, UNC Eshelman Sch Pharm, Nat Prod Res Labs, Chapel Hill, NC 27599 USA.Tokyo Univ Pharm & Life Sci, 1432-1 Horinouchi, Hachioji, Tokyo 1920392, Japan.NCI, Nat Prod Branch, Dev Therapeut Program, Div Canc Treatment & Diag, Frederick, MD 21702 USA.NCI, Mol Targets Program, Ctr Canc Res, Frederick, MD 21702 USA.China Med Univ & Hosp, Chinese Med Res & Dev Ctr, 2 Yuh Der Rd, Taichung 40447, Taiwan.
    1. Year: 2018
    2. Date: JAN 19
  2. Journal: Journal of Organic Chemistry
  3. AMER CHEMICAL SOC,
    1. 83
    2. 2
    3. Pages: 951-963
  5. Type of Article: Article
  6. ISSN: 0022-3263
  1. Abstract:

    The isolation studies of a crude MeOH/CH2Cl2 (1:1) extract (N005829) of the bark of Laetia corymbulosa yielded 15 new clerodane diterpenes, designated corymbulosins I-W (1-15), as well as four known diterpenes, 16-19. The structures of 1-15 were characterized on the basis of extensive 1D and 2D NMR and HRMS analyses. The absolute configurations of newly isolated compounds 1-15, as well as known 16-19, which were reported previously with only relative configurations, were determined through ECD experiments, X-ray analysis, chemical methods, including Mosher esterification, and comparison of their spectroscopic data. The isolated compounds were evaluated for cytotoxicity against human cancer cell lines. Flow cytometric and immunocytochemical observations of cells treated with cytotoxic clerodanes demonstrated that the chromatin was fragmented and dispersed with formation of apoptotic microtubules.

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External Sources

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  2. DOI: 10.1021/acs.joc.7b02951
  3. PMID: 29286245
  4. View record in Web of Science®
  5. WOS: 000423252300039

Library Notes

  1. Fiscal Year: FY2017-2018
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